Find out the major product formed from the following reaction. [Me : –CH3] [figure]
- [figure]
- [figure]
- [figure]
- [figure]
Answer
(1) [figure]
Solution
Both C–Br are allylic.
[figure]
Step 1 (SN2'): Me2NH attacks the far end of C=C; C=C shifts and one Br- leaves (allylic shift).
Step 2 (SN2): the second Me2NH replaces the other Br ⇒ two NMe2 groups on adjacent carbons, C=C on the opposite side.
∵ cis and trans dibromide follow the same path ⇒ the same product, option (1)
Answer: (1)